Annex Homes for Sale

Annex Homes for Sale

Welcome to the Annex, one of Toronto's most vibrant and eclectic neighborhoods! Nestled just north of downtown, the Annex is a charming blend of historic architecture, cultural diversity, and urban convenience. Known for its stunning Victorian and Edwardian homes, this area boasts tree-lined streets that are perfect for leisurely strolls. As you wander through the neighborhood, you'll discover an array of boutique shops, cozy cafes, and world-class restaurants that cater to every palate.

The Annex is not just about its picturesque streets; it’s also a hub of intellectual and artistic activity. Home to the University of Toronto, the area buzzes with students, academics, and creatives, giving it a youthful and dynamic atmosphere. The nearby Bloor Street offers a vibrant shopping experience, while cultural landmarks like the Bata Shoe Museum and the Art Gallery of Ontario provide a feast for the senses.

For those looking to make the Annex their home, there are a variety of homes for sale that cater to different lifestyles and budgets. From charming heritage houses to modern condos, the real estate options are as diverse as the community itself. Each property reflects the unique character of the neighborhood, often featuring original details and contemporary upgrades.

Whether you’re seeking a lively urban lifestyle or a peaceful retreat, the Annex has something to offer everyone. Explore the homes for sale in this captivating neighborhood, and discover why so many are eager to call the Annex their home. Embrace the charm, culture, and community that make the Annex a truly special place to live!

Newest Annex Homes for Sale

$2,960,000
3 Baths ⋅ C13604078 MLS
A rare and remarkable opportunity to own a meticulously maintained residential/commercial building in one of Toronto's most sought-after neighbourhoods. With 100 feet of prime street frontage along Harbord Street, this striking corner property commands attention with its exceptional curb appeal and versatile layout. Currently operating as a retail and wellness space (currently no residential units), the building is easily adaptable for a variety of uses, including a seamless conversion back to its former life as a high-end restaurant. Spanning two light-filled levels plus a finished basement, the space showcases a beautiful blend of architectural character and thoughtful upgrades. The main floor features soaring ceilings, marble accent walls, and wall-to-wall glass doors that flood the interior with natural light. Upstairs, cathedral ceilings, 14-foot French doors with Juliet balconies, and a generous rooftop terrace with CN Tower views create an inspiring setting for private events, dining, ceremonies, and more. Extensive recent updates include a custom steel front door (2024), outdoor cement work and dormer window replacements (2025), a new hot water tank (2023/24), upgraded roofing and HVAC, heated floors, built-in cabinets, a Caesarstone reception desk, and a renovated electrical room. Additional highlights include three bathrooms (with rough-ins for three more), built-in industrial fridges, a landscaped side garden, and 16 internal and external security cameras. With stunning built-in planters full of perennial grasses and flowers wrapping the front and side of the building, this property offers unmatched curb appeal and a rare opportunity to own a space that is truly one-of-a-kind. A perfect fit for end users, investors, or visionary entrepreneurs ready to bring their dream business to life.

154 Harbord Street, Toronto
$3,489,000
4 Beds ⋅ 4 Baths ⋅ C13101196 MLS
Location, location! Welcome to 46 Bernard Avenue, an elegant 3+1 bedroom home in Toronto's prestigious Annex neighbourhood. Nestled on one of The Annex's most coveted streets, this Victorian home is a rare gem. This timeless residence blends historic character with modern comfort, featuring soaring ceilings, detailed moldings, bright living spaces . The main floor offers a spacious living and dining area, perfect for entertaining with a wood-burning fireplace, alongside a spacious chef's kitchen with Caesarstone Quartz Counters and backsplash (2020). Upstairs, you'll find three bright and spacious bedrooms with ample storage, including a luxurious primary retreat with a wood-burning fireplace and a lavish 5-piece ensuite with heated marble tile floors and a double vanity, fully renovated in 2023. The versatile lower level includes an additional bedroom or office-ideal for guests or remote work. Enjoy your own private back patio oasis, perfect for morning coffee or summer evenings under the stars. Located within easy reach of transit, top schools, and cultural landmarks, this home delivers both prestige and convenience. 46 Bernard Avenue is more than just a home; it's a lifestyle. Embrace the charm, character, and prominence of this magnificent Annex address. Don't miss your chance to own a truly exceptional property in one of Toronto's most desirable communities.

46 Bernard Avenue, Toronto
$4,395,000
C13565812 MLS
Opportunity awaits on this prime location property. According to the City of Toronto, up to 4 units can be built here , possibly 6 (subject to Municipal approvals), or build your single family dream home. Property being sold absolutely in as is condition with no exceptions as per Seller. Home has extensive fire damage. DO NOT ATTEMPT TO VIEW THE LOT DUE TO SAFETY REASONS. Main photo is from house prior to damage. Any information pertaining to the property was prior to any damage that occurred.

25 Boswell Avenue, Toronto
$3,095,000
3 Beds ⋅ 4 Baths ⋅ C13558946 MLS
Nestled in the heart of the coveted Annex/Yorkville Neighbourhood, 32 Bernard is a charming Victorian residence that seamlessly blends historic character with refined contemporary living. Offering approx. 2500 Sq.Ft above grade of thoughtfully designed living space, this beautifully updated home features 2 generous bedrooms with ample closets, a versatile den and 4 bathrooms tailored for modern comfort. The renovated eat-in kitchen offers sun-filled space, the expansive principle rooms are perfect for entertaining where elegant proportions and seamless flow create an exceptional setting for everyday living. Choose from a private garden retreat or a 3rd floor rooftop terrace to enjoy morning coffee, summer evenings or outdoor gatherings complete with the convenience of one-car parking in a carport, this exceptional property is just steps from vibrant shops, acclaimed restaurants in Yorkville and Avenue Rd/Davenport, parks and the best urban amenities the Annex has to offer. This is a rare opportunity to own a character-filled Victorian home in one of Toronto's most sought-after neighbourhoods.

32 Bernard Avenue, Toronto
$1,299,000
3 Beds ⋅ 3 Baths ⋅ C13538050 MLS
Rarely available Prime Seaton Village Semi! This charmingly original family home offers the perfect blend of urban convenience and neighborhood warmth in the heart of The Annex. The property features a 3 fully self-contained suites ideal for rental income or extended-family. Complete with a detached garage and spacious backyard, you are just steps away from the Loblaws, TTC, local shops, parks, and restaurants. All fixtures and chattels are in "as is" condition and property is ready for a full renovation to the buyer's tastes!

636 Clinton Street, Toronto
$4,900,000
3 Beds ⋅ 4 Baths ⋅ C13515436 MLS
Detached 2 storey ,light filled south facing home by Davenport + Avenue Rd in prime yorkville location.Main floor has family room and also a spacious open concept living and dining room with high ceilings and walk out to garden.Master bedroom has 11.7 ft ceilings + 4 pc ensuite and other 2 bedrooms have 10 ft 11 inch ceilings with double closets and also a loft area.The lower level contains a large recreation room with 3 piece bathrm.Included is laundry rm,furnace rm and good storage space.Located close to Ramsden Park + easy walk to shops,restaurants,cafes,mink mile exclusive shopping,Yorkville proper.

103 PEARS Avenue, Toronto
$1,599,000
4 Beds ⋅ 3 Baths ⋅ C13475446 MLS
86 Dupont offers an exceptional opportunity to own a fully renovated three-storey home that perfectly balances timeless style with modern living. This stunning 3-bedroom, 3-bathroom residence is ideally situated in one of the city's most sought-after neighbourhoods, just moments from Yorkville.The main floor showcases a bright, open-concept design that seamlessly connects the living, dining, and kitchen spaces-perfect for both everyday living and effortless entertaining. The inviting living room features a gas fireplace, adding warmth and character, while large windows fill the space with natural light. At the heart of the home, the chef-inspired kitchen is beautifully appointed with contemporary finishes, a generous breakfast bar, and a large wine fridge, creating an ideal setting for hosting. A walkout leads directly to a private deck and landscaped backyard-perfect for summer BBQs and outdoor gatherings.The second floor offers two spacious bedrooms, a stylishly updated 3-piece bathroom, and a versatile lounge area-ideal for a home office, reading nook, or family space.The entire third floor is dedicated to an impressive primary retreat, complete with a luxurious 5-piece ensuite and ample closet space, offering comfort and privacy.The finished lower level, with a separate entrance, includes a large recreation room, an additional bedroom, and a rough-in for a kitchen-well-suited for a nanny suite or potential income opportunity.Just steps to Yorkville, top restaurants, shops, parks, transit, and excellent schools, this home delivers a rare combination of location, design, and functionality.

86 Dupont Street, Toronto
$4,200,000
3 Beds ⋅ 4 Baths ⋅ C13464064 MLS
Prime Detached 3-Storey Commercial Building in the Heart of The Annex. An exceptional opportunity to own a spacious, fully detached commercial building in one of Toronto's most high-visibility and sought-after locations on Bathurst Street. Situated on a premium 25 x 120 ft lot with private parking, this oversized property is vacant and partially tenant occupied allowing you the freedom to set your own market rents or seamlessly relocate your business to this prime address. Inside, the building offers five distinct and self-contained units. The main floor features a bright, open-concept retail space with a walkout to a beautifully maintained rear yard. The upper levels include two generously sized loft-style studios, each with their own sun-drenched private decks. The lower level hosts a legal office or studio space alongside a large, separate room, while a rear garage and workshop add further flexibility for creative or storage use. This property presents the perfect blend of functionality, character, and potential. Whether you're an investor looking for strong income potential, an end user seeking a flagship location, or a REIT expanding into blue-chip real estate, this address checks all the boxes. The location is unmatched just minutes from the downtown core, Casa Loma, University of Toronto, Yorkville, the Royal Ontario Museum, and the luxury retail of Bloor Street West. Its also within easy reach of top private schools and premium healthcare institutions. With an 8-minute walk to Dupont subway station and excellent walk, bike, and transit scores, 1052 Bathurst Street is perfectly positioned in the vibrant, world-renowned Annex community.

1052 Bathurst Street, Toronto
$1,788,000
4 Beds ⋅ 4 Baths ⋅ C13247236 MLS
Gorgeous Fully Renovated Home in Fantastic Neighbourhood. This Magnificent Home Boasts aMeticulously Finished For Modern Living To Maximize Comfort, Efficiency And Functionality.Attention To Detail Is On Full Display In All Aspects Of This Home .Thoughtful Design AffordsAn Abundance Of Natural Light Throughout. Separate 100 AMP Electrical panel in Garage.LanewayHousing potential(*Buyer to verify*).patio w/natural gas bbq hook up.sump pump.Have To See ThisHouse To Realize What A Rare Find It Is! Close to Schools, Parks, Loblaws, Fiesta Farms, Shops,Subway!!

225 Christie Street, Toronto
$3,995,000
5 Beds ⋅ 6 Baths ⋅ C13216968 MLS
Stunning luxury residence on prestigious Admiral Rd in the heart of the Annex/Casa Loma area. Extensively renovated 5 years ago with exceptional attention to detail. Elegant foyer leads to a sophisticated main floor office/library with custom built-ins & fireplace. Expansive 2nd-floor living level featuring designer chef's kitchen, dining area, family room &sitting room with walkout to spectacular approx 500sf rooftop terrace with pergola, gas BBQ hookup & raised planters.3rd floor offers 3 bedrooms incl luxurious master retreat with walk-in closet & spa-inspired ensuite with heated floors, heated towel rack, steam shower, clawfoot tub & double vanity. Underpinned lower level with polished concrete floors, radiant in-floor heating, high ceilings, walkout & additional bedroom/kitchen offers excellent nanny/in-law or bonus living space. Rare fully separate rear ADU approx 1,000 sf with 1 bedroom & currently rented for $2,800/month. Exceptional opportunity in one of Toronto's most coveted neighbourhoods.

100 Admiral Road, Toronto
$2,349,000
5 Beds ⋅ 6 Baths ⋅ C13215044 MLS
Prime opportunity to own a beautiful newly renovated semi-detached home on a rare ~173 ft deep "pool sized" lot in the heart of the Annex, offering a combination of historic charm and updated luxury. This coveted & quiet tree-lined street in one of Toronto's most sought-after neighbourhoods, steps to a vibrant community & close proximity to downtown, provides the ideal mix of lifestyle & convenience. Taken down to the studs, move-in ready, the entire home is reimagined from top to bottom & offers a functional layout across 4 levels, with over 2,000 sq ft of living space. Main floor includes large windows allowing an abundance of light, spacious open concept w/living rm, dining rm, powder rm, chef inspired kitchen w/ over-sized island & new state-of-the-art appliances. The den/sun rm w/ double glass doors leading to large newly built deck & private fenced deep backyard. Perfect for everyday enjoyment and entertaining possibilities. The 2nd floor, w/2 bedrooms each with their own ensuite, laundry rm, bathroom & den/office area, is ideal for today's modern living. Entire 3rd floor is a spacious primary suite, w/ spa-inspired ensuite, huge walk-in closet, & walk-out to lrg terrace. The fully finished lower level, w/ separate entrance, is designed as independent living space w/a bedroom, bathroom, living area and kitchen. Easily convert back to single family or use lower level for income suite, nanny or extended family. This is an unbeatable and well-situated location in a family-friendly neighbourhood minutes to Bloor St, TTC, close to amenities, parks, vibrant shops, cafes & dining options. Palmerston Avenue Junior PS, Essex Junior & Senior PS, Harbord Collegiate and St Bruno/St Raymond CS, and close to private schools including Royal St George's, Keystone. Move-in ready. A Must See!

195 Albany Avenue, Toronto
$4,495,000
5 Beds ⋅ 4 Baths ⋅ C13193498 MLS
Welcome to 28 Roxborough St W, steps to Yonge St, on a rare 27x151 ft deep lot w/coveted 3-car garage. Aka Centre Ice! This stunning home, renowned for the iconic full height bronze bay window wall, has rare stunning Yorkville/city skyline views & is being offered for the first time in over 20 years. Featuring a contemporary renovated open concept main flr, this home is a rare gem that combines the perfect trifecta of Location, Style & Design. Reclaimed elm hardwood flrs greet you on the main flr w/soaring Victorian height 9'4" ceilings. Sun-filled, south-facing living rm feat. screen-free gas f/pl & massive bay window allowing natural light to traverse thru the home from sunrise to sunset. The open dining/living/kitchen offers a B/I buffet & exposed brick niche o/looking the garden. At the heart of the home is a custom kitchen anchored by an oversized island, integrated Liebherr fridges & full suite of AEG appliances. The kitchen connects to a servery/mudrm w/oversized glass walk-out to the deck & deep, fully fenced "pool sized" backyard. The 2nd flr feat. family room w/forever South views & incredible light, gas f/pl, built-in bookcases, expansive windows & total peace. Beyond the family rm retreat the 2nd floor feat. 2 generous sized bedrms, incl. one w/charming tandem retreat behind French doors as well as a design savvy 3-pc bathrm. Occupying the entire 3rd flr, the serene primary suite feat. cathedral ceilings, massive W/I closet, B/I wardrobes, & sun-filled office. Spa-inspired ensuite w/heated flrs, custom dbl vanity, oversized shower w/bench seating, soaking tub, & walk-out to private deck. Finished LL incl. a versatile gym, a +1 bedrm w/ large wall of window & natural light, 4-pc bath, cedar wine closet w/storage for 192 bottles, & laundry rm w/walk-out to yard. Steps to Rosedale Station, Ramsden Park, Yonge St shops & short stroll to Yorkville, as well as top schools, a rare opportunity to own in one of Toronto's most desirable neighbourhoods.

28 Roxborough Street W, Toronto
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